Disclosed are various embodiments for client-side predictive caching of content to facilitate use of the content. If account is likely to commence use of a content item through a client, the client is configured to predictively cache the content item before the use is commenced. In doing so, the client may obtain an initial portion of the content item from another computing device. The client may then initialize various resources to facilitate use of the content item by the client. The client-side cache may be divided into multiple segments with different content selection criteria.